Holiday rentals with a pool in Oldtown Scottsdale

A bright living area is showcased with a large red sofa and a wooden coffee table atop a textured area rug. Soft lighting from a lamp complements the natural light streaming through sliding glass doors, which provide an unobstructed view of the outdoor space.

4.94 out of 5 average rating, 201 reviews

Old Town Walkable 2BR/2BA Poolside

Pool will be under renovation from 1/5-1/16. Rates reflect this temporary renovation. Located in the heart of the Garden District near Old Town Scottsdale, this 2 bedroom and 2 bath condo is your perfect spot! Walk to great restaurants, shopping, museums and more. Spring training, hiking & golf are nearby as well. Enjoy mixing up a cocktail and lounging by the pool. Or put a record on the turntable as you prepare dinner in the fully equipped kitchen. This great vacation spot is waiting for you!

5 out of 5 average rating, 103 reviews

A covered patio features a dining table with chairs and lounge couches, surrounded by stone flooring. The interior showcases a well-appointed bedroom with a large bed and sleek furnishings. A staircase and living area can also be seen, with modern decor and a TV in view.

Townhouse in Scottsdale

5 Min Walk to Old Town | 2 Master Suites & Pool!

THIS MUST BE THE PLACE! The modern & chic Old Town Scottsdale getaway you have been looking for (with a caring, local host to boot)! Just remodeled & handsomely appointed, you will have all you need & more for a relaxing, fun & stress-free Scottsdale holiday! Experience everything that makes Old Town unique! This townhouse sits right on the edge of the bustling entertainment district… full of bars, clubs, restaurants, coffee shops, art museums, shopping boutiques, spring training games & more!

The open plan living area features a comfortable brown leather sofa paired with a glass coffee table. A colorful abstract painting adorns the wall, while natural light flows in from the nearby window. The space includes a dining area visible in the background.

4.92 out of 5 average rating, 103 reviews

Stylish Old Town Scottsdale Condo | Pool | Wifi

A short drive from Scottsdale’s top attractions, this newly remodeled contemporary condo offers convenience and luxury. Enjoy the comforts of home with a fully stocked kitchen, smart TVs, work area, and private balcony with views of the sparkling pool. This calm Old Town oasis is the perfect place to relax after a fun day. 3-5 Min drive to Scottsdale Waterfront, Stadium, Mall 12 Min drive to OdySea Aquarium 18 Min drive to TPC Scottsdale Course Experience Scottsdale With Us & Learn More Below!

4.99 out of 5 average rating, 228 reviews

Clean, Quiet, Easy Check-In, Fast Check-Out

You’ll enjoy walking to cafés, restaurants, galleries, museums, hotspots and live music galore. You’ll be able to hike Camelback Mountain, explore Marshall Way Arts District, shop Fashion Square Mall, catch Giants MLB Spring Training a few blocks away. You’ll relax in your squeaky-clean, private space rated 4.99-stars 10 years’ running, voted “Guest Favorite”, ranked “Top 5%” of Airbnb homes and Hosts worldwide. Arizona TPT business license #21197586 Scottsdale STR business license #2022617

A spacious living area features a large gray sectional sofa, a woven side table, and a coffee table. A wall-mounted flat-screen television is positioned across from the seating. Light enters through sliding glass doors that lead to the outdoor space, complemented by subtle green decor.

4.94 out of 5 average rating, 235 reviews

Boho-chic Scottsdale stay

Welcome to El Cinco! Located walking distance from all Old Town Scottsdale offers- the best of the best restaurants, coffee shops, bars/clubs, shopping (exactly 1 mile from the Fashion Square mall), walking/biking paths, hiking and so much more. Enjoy your stay in the heart of it all. Light and bright boho-chic vibes. Each cleaning has a 65-point checklist so you can be assured a spotless home. Sparkling pool, lush grass for pets, easy access to all of your activities. We'd love to have you!

A spacious living area is highlighted by large windows allowing natural light, with comfortable seating arrangements and decorative plants. A wooden dining table is set with woven placemats, complemented by eclectic decor pieces, creating a welcoming atmosphere for relaxation and socializing.

4.93 out of 5 average rating, 227 reviews

Bright and Airy 2 Bedroom, Steps From Old Town

Welcome to the heart of Scottsdale, and your two bedroom luxury desert retreat. Spend your days lounging beside the heated resort pool and nights admiring the sunset from your private patio. Or take the short walk to Old Town, where dozens of art galleries, restaurants, nightclubs, and upscale boutiques await. No matter your ideal vacation, it's our pleasure to invite you to your designer condo, the perfect refuge after long days and nights enjoying everything our beautiful city offers.

A private heated pool is showcased under the evening sky, surrounded by sunbeds for relaxation. The outdoor area features a spacious patio with seating, and a decorative wall adds visual interest. Soft lighting reflects off the water, creating a serene ambiance.

4.95 out of 5 average rating, 144 reviews

Modern Old Town Scottsdale Villa Heated Pool Golf

Welcome to your perfect Scottsdale escape! 🌴 This modern, beautifully designed home in the heart of Old Town offers the ideal blend of luxury, comfort, and convenience. Unwind in a stylish, thoughtfully curated space after exploring world-class golf courses, art galleries, shopping, and Scottsdale’s vibrant dining and nightlife. Professionally cleaned and fully equipped for a seamless stay, this home is perfect for relaxing, entertaining, and making unforgettable memories in Scottsdale. ✨

A picnic basket is positioned next to a potted plant, featuring neatly arranged utensils and plates inside. Beside it, a rolled-up blanket showcases a colorful striped design, adding a touch of vibrancy to the serene space.

4.96 out of 5 average rating, 243 reviews

HeatedPool, Upscale in OldTown Scottsdale

Located in the quiet heart of Old Town Scottsdale, we have a year-round HEATED POOL & SUPER FAST WIFI. In this safe enclave we are a pleasant 5-10 minute walk to famous restaurants, shopping, bars, museums, & Spring Training. We offer a chef's kitchen, luxury towels & bedding, 4K TV w/Roku & free NETFLIX, Nespresso & classic coffee machines w/Starbucks coffee, A/C, a bedroom ceiling fan, dedicated covered parking, Tempur-Pedic king bed, sofa bed, and a beautiful bathroom. Condo sleeps 4.

4.97 out of 5 average rating, 215 reviews

Glam Designer House, Heated Pool, Walk to Old Town

Reliably operated by a top AZ Superhost with 4,400+ 5 star stays. Everything inside and out is updated and carefully curated by a team of local designers. Three bedrooms, fully stocked gourmet eat-in kitchen. Spacious, private resort-like yard with a heated pool, BBQ and outdoor dining. Sitting area out front with sunset views of iconic Camelback Mountain. Quiet residential neighborhood less than a mile walk to Old Town Scottsdale and 11+ mile greenbelt. Garage w/ EV charger. INCLUDED 👇

An outdoor living space features a spacious pool surrounded by lounge chairs. The modern design is complemented by a generous seating area with a fire pit. Soft lighting enhances the evening ambiance, showcasing the relaxing atmosphere of the backyard.

4.99 out of 5 average rating, 168 reviews

Walk to Old Town ✴ 2 Masters ✴ Heated Pool & Spa

➳ Walk to the heart of Old Town in 2 minutes (Seriously, as good as it gets) ➳ Sprawling backyard with heated pool and spacious hot tub ➳ Endless outdoor living space with fire pit, propane BBQ grill and dining area ➳ Two generous master suites and three bathrooms ➳ Collapsible wall in the living room for indoor-outdoor living Looking for something a little different? I’ve got 8 more top-rated Scottsdale homes, all 5 minutes or less from Old Town. Click my host profile to explore!

4.97 out of 5 average rating, 109 reviews

A bright living area features large glass doors that open to a spacious balcony, allowing natural light to fill the room. A 65” flat screen TV is mounted on the wall, while two wooden chairs and a round coffee table complement the inviting decor. A plush sofa adds comfort.

Apartment in Scottsdale

Walkable Spacious Apartment w/ Pool

This picturesque rental is located within a boutique, luxury apartment complex in the heart of Old Town Scottsdale. You will fall in love with the neighborhood and its proximity to dozens of dining, shopping, and cultural landmarks, including walking-distance access to the Giants Stadium, Civic Center Park, the Continental Golf Club, and the Entertainment district. At the end of your day, return home to a private, secured parking garage, and rest up for the next day’s adventure.

A spacious lounge area is depicted, featuring a large sectional sofa paired with small side tables. Abstract wall art adds a touch of color above the sofa. A light-colored coffee table sits in the center, surrounded by a woven runner, with a decorative vase included.

4.97 out of 5 average rating, 131 reviews

Walk to Old Town | Poolside | King Bed | Pristine

You won’t find a better location in Old Town than this gorgeous, newly-renovated two-bedroom townhome. ☀︎ 1000 ft² ☀︎ Walking distance to Old Town ☀︎ Heated Pool ☀︎ Pet Friendly ☀︎ Private Patio ☀︎ King and Queen Bed ☀︎ Luxury 100% Bamboo Linens ☞ 4 Min Drive to Old Town ☞ 9 Min Drive to Camelback Mountain ☞ 10 Min Walk to Fashion Square Mall ☞ 15 Min Drive to ✈︎ Sky Harbor Airport Keep Reading and Discover the Best of Old Town Scottsdale With Us!

Popular amenities for Oldtown Scottsdale rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious kitchen is equipped with stainless steel appliances and Quartz countertops. A central island with wooden surface offers seating with three black chairs. White cabinetry complements the sleek design, and natural light is provided by recessed lighting and window views.

4.88 out of 5 average rating, 195 reviews

Old Town Scottsdale-Pool, Hot Tub, Billiards

5 out of 5 average rating, 125 reviews

The spacious backyard features a heated pool surrounded by well-maintained grass and stone pavers. Colorful pool floats are visible alongside a comfortable outdoor seating area, highlighted by a fire pit. String lights provide an inviting atmosphere as evening approaches.

Home in South Scottsdale

Old Town Palm - FREE Heated Pool Jacuzzi Fire Pit

A spacious backyard features a heated saltwater pool surrounded by greenery. An outdoor seating area is equipped with lounge chairs and a fire pit. A putting green is situated nearby, complemented by blue planters and a shaded umbrella providing comfort.

4.96 out of 5 average rating, 263 reviews

The Charlie - Walk to Old Town - Heated Pool

4.93 out of 5 average rating, 128 reviews

Home in South Scottsdale

Pool & Great Beds~Walk to Old Town Scottsdale

Superhost

A sparkling pebble finish pool is framed by natural rock formations and lush greenery. A waterfall feature cascades gently, while lounge chairs and vibrant yellow flowers add charm to the tranquil outdoor space. The area is shaded by blue umbrellas, inviting relaxation.

Home in South Scottsdale

4.98 out of 5 average rating, 231 reviews

Top Rated, Near Old Town, Gated, Waterfall Pool

An outdoor space features a sparkling pool surrounded by lounge chairs and a dining area. Large glass doors provide a view of the interior. String lights overhead illuminate the setting, complemented by a scenic sunset in the background.

5 out of 5 average rating, 115 reviews

NEW 5 bedrooms 4 bath/Old Town Scottsdale

4.91 out of 5 average rating, 211 reviews

Entire condo*Charming 2BD/1BTH/Old Town/Location!

4.9 out of 5 average rating, 291 reviews

Scottsdale Escape: Upscale Patio, Games & Office

Condo rentals with a pool

A modern kitchen and dining area features a round table with four chairs and a large pendant light overhead. Bar seating with four stools is positioned at a kitchen island, which includes a sink. Natural light streams in from nearby windows, illuminating the space.

4.96 out of 5 average rating, 140 reviews

Chic Old Town Gem 3BR, 3BA Condo w/Pool+Greenbelt

Superhost

A well-furnished living area combined with a sleeping space features a spacious Queen bed and a large leather couch adorned with decorative pillows. A coffee table sits centrally on the patterned rug, accompanied by a wall art piece and an oversized clock. Natural light is welcomed through the ceiling fan.

Condo in McCormick Ranch

4.82 out of 5 average rating, 194 reviews

Arizona Retreat in Scottsdale w/Resort Pool Access

A welcoming living area features a dark sofa adorned with blue cushions and a large piece of cactus-themed artwork above. A coffee table is arranged with a decorative tray, potted plant, and natural orbs, complemented by a lamp gently illuminating the space.

4.94 out of 5 average rating, 266 reviews

Camelback Condo in the Heart of Old Town

A modern living area features comfortable seating arrangements, including two armchairs and a sectional sofa. A flat-screen TV displays a vibrant landscape image. Natural light fills the space, highlighting the contemporary decor and open layout that connects to the dining area and kitchen.

4.99 out of 5 average rating, 126 reviews

Remodeled Retreat: Sleep Number King+Heated Pool

A spacious living area features a tan leather couch adorned with blue and white throw pillows. Behind, a striking black-and-white mural of cacti adds a dramatic backdrop. A comfortable chair with woven accents is placed in the corner, creating a relaxed seating arrangement.

4.91 out of 5 average rating, 132 reviews

Steps to OldTown, modern setting, relaxing patio!

A tranquil swimming pool is surrounded by palm trees and lounge chairs, inviting relaxation. The clear blue water reflects the sunlight, creating a serene atmosphere. Green foliage lines the pool area, enhancing the resort-like feel of the complex.

4.9 out of 5 average rating, 128 reviews

Mid Century Condo at the Maya-Old Town Scottsdale!

Superhost

The living area features a blue sofa and a blue armchair, complemented by decorative pillows. A wooden coffee table sits in the center, and a television is mounted on the wall. Large glass doors provide access to a balcony, allowing natural light to enhance the space.

4.86 out of 5 average rating, 149 reviews

Heart Of Old Town Scottsdale Gem With Resort Pool & Hot Tub

A spacious living area features a stylish leather sofa adorned with soft throw pillows. A rustic wooden coffee table sits in front, while a decorative plant adds greenery. The wall is artistically designed with a mural reading 'OLD TOWN' and a cowboy silhouette.

4.92 out of 5 average rating, 241 reviews

Heated Pool! Steps Away From Old Town - EV Plug

Home rentals with a private pool

4.96 out of 5 average rating, 209 reviews

An inviting outdoor space features a heated pool surrounded by a patio, softly illuminated by string lights. Comfortable lounge chairs and a dining set are arranged for relaxation and dining. The house showcases sliding glass doors, providing easy access to the interior.

Home in Kierland

Hilde Homes Relaxing Gem | Heated Pool & Hot Tub

4.95 out of 5 average rating, 114 reviews

A refreshing swimming pool is surrounded by vibrant green grass and mature trees. Colorful sun umbrellas provide shade over reclining lounge chairs, while a separate guest house is visible in the background featuring large windows for natural light.

Villa in Scottsdale

Mid-Century Modern w/ Guest House in Old Town

4.97 out of 5 average rating, 877 reviews

The bedroom features a queen bed with premium linens and a cozy yellow accent blanket. Art pieces adorn the grey walls, and large windows provide natural light. A ceiling fan and stylish furniture, including bedside tables and a chair, enhance the contemporary decor.

Guest suite in Phoenix

Luxury Guest Suite in Resort Setting with Pool

4.97 out of 5 average rating, 225 reviews

An inviting pool area features a spacious swimming pool surrounded by lounge chairs and tropical palm trees. A shaded patio with seating overlooks the pool, providing a relaxing outdoor space. The area is enclosed by a wooden fence and has landscaped greenery for added privacy.

Home in Willow

Paradise Found, Conferences, Concerts, GCU, Pool

4.97 out of 5 average rating, 118 reviews

A fenced pool area is highlighted by a vibrant pink flamingo float. Lounge chairs are positioned around the pool, while a pool house is visible in the background. Sunny skies and greenery provide a refreshing outdoor atmosphere.

Home in Arcadia

Arcadia Beauty w/ Pool-5 mins from Old Town

A refreshing pool area features a clear blue pool surrounded by modern lounge chairs. A large yellow umbrella provides shade, complementing the natural landscaping of low shrubs and textured stone. A quiet escape is created in a private fenced backyard with a peaceful ambiance.

4.95 out of 5 average rating, 120 reviews

*Wildflower* Old Town Scotts+ 2 Masters w EnSuites

A resort-style backyard features a heated pool surrounded by lounge chairs and shaded umbrellas. A pink float rests on the water, while vibrant greenery and blooming flowers enhance the serene atmosphere. The sun shines brightly overhead, illuminating the space.

5 out of 5 average rating, 121 reviews

Santa Fe Modern in the Center of Scottsdale